MECHANISMS FOR MOLECULAR COMPLEX FORMATION AND ITS APPLICATION TO MOLECULAR RECOGNITION

分子复合物形成机制及其在分子识别中的应用

• 批准号: 03650685
• 负责人: KANO Koji
• 金额: $ 1.02万
• 依托单位: DOSHISHA UNIVERSITY
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for General Scientific Research (C)
• 财政年份: 1991
• 资助国家: 日本
• 起止时间: 1991 至 1992
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-03650685/
• 关键词: VANDER WAALS INTERACTIONS; HYDROGEN BONDING; MICROSCOPICALLY HYDROPHOBIC ENVIRONMENTS; CYCLODEXTRINS; CATIONIC PORPHYRIN; CHIRAL RECOGNITION; OPTICAL RESOLUTION; CAPILLARY ZONE ELECTROPHORESIS; 水素結合錯体; ビリルビン; ビナフチル誘導体; 胆汁酸; 水; 分子錯体; van der

Strong van der Waals Interactions in Water. The self assembly and the molecular complex formation of a cationic porphyrin have been studied in water. It has been found that the van der Waals interactions between amphiphilic solute molecules are much stronger in water then in organic solvents. This conclusion may be applied for interpreting lots of results on molecular complexes in water.Hydrogen Bonding in Water. It has been known that hydrogen bonding is very weak in water. We studied hydrogen-bond formation in water using compounds which have the microscopically hydrophobic backbones. Hydrogen bonding can be realized at surfaces of the monolayer membrane or micelles, near by a steroid skeleton, and at the rim of cyclodextrin.Chiral recognition by Cyclic Oligosaccharides. The results on the basic research have been applied to the chiral recognition by cyclodextrins. We found that cyclodextrin can recognize the chirality of the guest molecule without aid of hydrogen bonding. However, it has been assumed that hydrogen bonding assist more stereoselective complexation.Optical Resolution by Cyclodextrins. We found that the complete optical-resolution of the binaphthyl derivatives and mandelic acid can be achieved by capillary zone electrophoresis.

水中强货车范德华相互作用。研究了阳离子卟啉在水中的自组装和分子复合物的形成。发现两亲性溶质分子间的货车范德华相互作用在水中比在有机溶剂中强得多。这一结论可用于解释水中分子复合物的大量结果。水中的氢键。众所周知，氢键在水中非常弱。我们研究了氢键的形成在水中使用的化合物，具有微观疏水性的骨干。氢键可以在单分子膜或胶束的表面、甾体骨架附近和环糊精的边缘实现。环状寡聚物的手性识别。基础研究的结果已应用于环糊精的手性识别。我们发现，环糊精可以识别客体分子的手性，而不需要氢键的帮助。然而，人们一直认为氢键有助于更立体选择性的络合作用。环糊精的光学拆分。我们发现毛细管区带电泳可以实现联萘衍生物和扁桃酸的完全光学拆分。

项目成果

Taizo Ishimura: "Hydrogen Bonding in Water.Pyrene-1-carboxylate-β-Cyclodextrin Complex" J.Chem.Soc.,Perkin Trans.2.

Taizo Ishimura：“水中的氢键。芘-1-羧酸酯-β-环糊精复合物”J.Chem.Soc.，Perkin Trans.2。

Koji Kano: "Chiral Recognition by Cyclic Oligosaccharides. Enantioselective Complexation of Bilirubin with beta-Cyclodextrin through Hydrogen Bonding in Water" J.Chem.Soc., Perkin trans. 2. 1265-1269 (1992)

Koji Kano：“环状寡糖的手性识别。胆红素与 β-环糊精通过水中氢键的对映选择性络合”J.Chem.Soc.，Perkin trans。

Koji Kano: "Mechanisms for Steroid-induced Conformational Enantiomerism of Bilirubin in Protic Solvents" J.Chem.Soc.,Perkin Trans 2. 1747-1752 (1992)

Koji Kano：“质子溶剂中类固醇诱导的胆红素构象对映异构体的机制”J.Chem.Soc.，Perkin Trans 2. 1747-1752 (1992)

Koji Kano: "Specific Interactions between Deoxycholate and Its Water-Insoluble Analogues. Mechanisms for Premicelle and Micelle Formation of Sodium Deoxycholate" J.Phys.Chem. Vol.95. 966-970 (1991)

Koji Kano：“脱氧胆酸盐与其水不溶性类似物之间的特异性相互作用。脱氧胆酸钠的预胶束和胶束形成机制”J.Phys.Chem。

Koji Kano: "Cyclodextrin-Induced Conformational Enantiomerism of Dinaphythylmethanes" J.Org.Chem.Vol.56. 6579-6585 (1991)

Koji Kano：“环糊精诱导的二萘基甲烷构象对映异构体”J.Org.Chem.Vol.56。